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Hu, Xiao-Qiang; Chen, Jia-Rong; Wei, Qiang; Liu, Feng-Lei; Deng, Qiao-Hui; Beauchemin, André M.; Xiao, Wen-Jing
Angewandte Chemie (International ed.), November 3, 2014, Volume: 53, Issue: 45Journal Article
A visible‐light photocatalytic generation of N‐centered hydrazonyl radicals has been accomplished for the first time. This approach allows efficient intramolecular addition of hydrazonyl radical to terminal alkenes, thus providing hydroamination and oxyamination products in good yields. Importantly, the protocol involves deprotonation of an NH bond and photocatalytic oxidation to an N‐centered radical, thus obviating the need to prepare photolabile amine precursors or the stoichiometric use of oxidizing reagents. Centered on N: A visible‐light‐induced photocatalytic generation of N‐centered hydrazonyl radicals has been accomplished for the first time. This approach allows efficient intramolecular addition of hydrazonyl radical to terminal alkenes, thus providing hydroamination and oxyamination products in good yields. Importantly, the protocol involves direct NH oxidation under mild reaction conditions. Ts=4‐toluenesulfonyl.
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